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b-bromo vinyl carboxylic acid; palladium; benzyne; terminal alkyne; 1,3-diyne

A conceptual route has been developed for the synthesis of 1,3-diyne from b-bromo vinyl carboxylic acids. The reaction of the b-bromo vinyl carboxylic acid with palladium catalyst is conceptually similar to the decomposition of 2-diazoniumbenzoic acid to benzyne. In the presence of palladium catalyst,the b-bromo vinyl carboxylic acid undergoes a fragmentation to generate terminal alkyne. The terminal alkyne undergoes dimerisation in the presence of palladium catalysts to produce the product 1,3-diyne.

RAJU SINGHA¹

1. Department of Chemistry, Panskura Banamali College (Autonomous), Panskura R.S., Purba Medinipur 721 152, West Bengal, India

Published

January 2020

Manuscript received

6 June 2019

Manuscript revised

1 August 2019

Accepted

8 August 2019